(20S)-Lupane-3β,29-diol

Base Information

• Chemical Name: (20S)-Lupane-3β,29-diol
• CAS No.: 65556-58-3
• Molecular Formula: C30H52O2
• Molecular Weight: 444.73
• Mol file: 65556-58-3.mol

Synonyms:(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-((S)-2-Hydroxy-1-methyl-ethyl)-3a,5a,5b,8,8,11a-hexamethyl-icosahydro-cyclopenta[a]chrysen-9-ol;Wallichianol;

Chemical Property of (20S)-Lupane-3β,29-diol

Chemical Property:

• PSA: 40.46000
• LogP: 7.07710

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (20S)-Lupane-3β,29-diol

There total 7 articles about (20S)-Lupane-3β,29-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.6%

foliasalacin B2 (1105670-75-4) → (20S)-lupane-3β,29-diol (65556-58-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1248/cpb.56.915

Reference yield:

(20S)-3β-acetoxylupan-29-oic acid (105645-77-0) → (20S)-lupane-3β,29-diol (65556-58-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 12h;

Reference yield:

(20R)-3β-acetoxy-30-hydroxylupane (105645-75-8) → (20S)-lupane-3β,29-diol (65556-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 mg / Jones reagent / acetone

2: 24 mg / LAH / diethyl ether / 12 h

With lithium aluminium tetrahydride; jones reagent; In diethyl ether; acetone;

upstream raw materials:

(20S)-3β-acetoxylupan-29-oic acid

Methylwallichianat

(20R)-3β-acetoxy-30-hydroxylupane

3β-acetoxy-20,29-epoxylupane

Downstream raw materials:

lupanol